Iodoethane → Methyl 6-bromo-3-ethoxy-2-methylbenzoate

HRID 577548노트

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HRID 577548 반응식
[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:12])[C:5]([OH:13])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:21][CH3:22].C(OCC)(=O)C>CN(C=O)C>[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:12])[C:5]([O:13][CH2:21][CH3:22])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 6340IodoethaneHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 77058981Methyl 6-bromo-3-hydroxy-2-methylbenzoate

생성물 1

HCID 86723776Methyl 6-bromo-3-ethoxy-2-methylbenzoate수율 96%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

To a solution of methyl 6-bromo-3-hydroxy-2-methylbenzoate (114b, 0.701 g, 2.86 mmol) in DMF (6 mL) was added cesium carbonate (0.997 g, 3.0 mmol) and then iodoethane (0.400 mL, 5.00 mmol). The reaction was stirred at 65° C. for 30 minutes. The reaction mixture was poured into ethyl acetate and washed with water (×2). The ethyl acetate layer was concentrated under vacuum to give methyl 6-bromo-3-ethoxy-2-methylbenzoate (114c, 0.75 g, 96% yield) as a clear oil.

후처리

  1. washwashed with water (×2)
  2. concentrationThe ethyl acetate layer was concentrated under vacuum

출처 및 근거

ORD 기록
ord-d6c42be0a4c14c7f8ea15a5f426d572a
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040515B2

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